Holiday rentals in Montgomery County

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Top-rated holiday rentals in Montgomery County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A comfortable living area features a beige couch adorned with decorative pillows, alongside a wooden coffee table. A textured rug complements the hardwood floor. Subtle wall art and framed photographs enhance the ambiance, with a glimpse of the dining space visible in the background.
Bungalow in Dayton
4.97 out of 5 average rating, 121 reviews

Charming Bungalow

Warm and welcoming, this brick home is centrally located to the many area sites you might like to visit during your stay with easy and quick access to SR 35. Lots of charm and a California attitude prevail throughout the home. Use the driveway to park off the street. The neighborhood is safe and generally quiet. A convenience store, laundromat, and drug store are within walking distance. Outdoor spaces to relax and plenty of room inside for up to 4 guests to cook, relax, or work. Coffee/tea

Top guest favourite
A spacious living area is equipped with a comfortable leather sofa and contemporary wooden furniture. A large television is mounted on the wall, while a stylish round coffee table sits in the center. Natural light enters through two windows, enhancing the neutral color palette.
Bungalow in Dayton
4.96 out of 5 average rating, 357 reviews

South Park Guest House

Historic South Park guesthouse. Built as the center of 3 sisters, this 1920 shotgun cottage and its neighbor to the right were bought by me, a neighborhood activist, who stripped them both down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings with skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows, new doors, and Berber carpet. Owned by a Certified Service Disabled Vet.

Top guest favourite
A modern living area features a dark gray couch adorned with colorful pillows, paired with a mid-century chair. Natural light enters through two windows, illuminating the stylish rug while a round mirror reflects the space. A flat-screen TV is mounted on the wall, accompanied by a decorative console.
Home in Dayton
5 out of 5 average rating, 178 reviews

Modern Historic House in the heart of South Park

Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

Guest favourite
A comfortable living area is highlighted with large windows allowing natural light. A brown leather sofa and a light-colored armchair are arranged around a circular coffee table. A flat-screen TV is mounted on the wall, accompanied by decorative plants and a vibrant area rug.
Home in Dayton
4.95 out of 5 average rating, 203 reviews

Renshaw Ranch - Elegant King Bed Suite

Welcome to the Renshaw Ranch! Your own private home away from home with simple yet elegant touches throughout where you may find retreat and rest. Conveniently located for essentially any reason you have to visit the Dayton area; family, business, vacation or personal. You are minutes away from Kettering Hospital (3 min), Miami Valley Hospital (10min), I-75 (5 min), NCR (5 min), Dayton Mall, UD, WSU, WPAFB, restaurants and shopping, ie The Greene, Austin Landing, Oregon District and much more.

Guest favourite
A living area showcases a dark blue sofa adorned with pillows, positioned across from a flat-screen TV. A coffee table with geometric design is centered on a patterned area rug, complemented by side tables and a small plant in the corner. Natural light illuminates the space through a nearby window.
Home in Dayton
4.86 out of 5 average rating, 169 reviews

* Cozy 2 bedroom home with 2 TV’s *

Relax & unwind alone, or with your family in our cozy home! Fast WiFi Fully stocked coffee bar. Conveniently located 10 minutes from the Dayton Airport, and 14 minutes to downtown Dayton. 11 minutes to Rose Music Center. Restaurants and shopping within walking distance, and Metroparks bike trail at the end of our street. Dogs are welcomed for an additional fee. No cats. Unique quirks about our little home: the ceiling coming down the steps is lower, and the bathroom is a jack-and-jill.

Superhost
An outdoor space features wooden lounge chairs arranged on green artificial turf. A wooden barrel sauna stands prominently, with a five-person hot tub nearby. Soft cafe lights hang overhead, creating a welcoming environment.
Home in Dayton
4.93 out of 5 average rating, 180 reviews

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

Superhost
The living room features a modern design with a sectional sofa, a sleek coffee table, and a television mounted on the wall. A faux fireplace adds a warm touch, while various plants are placed throughout, and a large window lets in natural light.
Townhouse in Dayton
4.94 out of 5 average rating, 156 reviews

Downtown Dayton Boho Home (with private garage)

Relax in this spacious, centrally located downtown Dayton home. You will enjoy short walks to several restaurants and bars. The home is perfect for your weekend getaway or business travel. Immerse yourself in this modern eclectic designed interior as you take in all of the best that Dayton has to offer. This Townhouse is perfectly located near wedding venues, the Schuster Performing Arts center, comedy clubs, music venues and much more. Dayton airport is a short 16 min drive.

Top guest favourite
A cozy living area is presented with hardwood flooring and neutral-colored walls. A flat-screen television is positioned near a window with sheer curtains. A small plant adds a touch of greenery beside a comfortable couch, complemented by an accent chair and side table with a lamp.
Flat in Dayton
4.92 out of 5 average rating, 133 reviews

Root2Rise Quiet, Clean, Prime Location, 2 bedroom

Enjoy your own two-bedroom, first floor apartment in a quiet four-unit building. It is modestly decorated, squeaky clean and cozy. This location could not be more convenient! Walking distance to two grocery stores, retail shopping, and The Fraze Pavilion. Ten minute drive to Kettering Hospital, Miami Valley Hospital, downtown Dayton and University of Dayton. 15-20 minute drive to the Wright Patt Air Force base. Furnished and equipped with everything you need.

Top guest favourite
Home in Vandalia
4.97 out of 5 average rating, 191 reviews

Home w/King Suite 4 Mins to DAY Airport

Open Floor Plan. King Suite with Work Station. Private Garage. Fenced in Backyard. Hard Top Canopy on Deck. Spacious 2nd Floor Bedroom. Pet Friendly ($50 fee) Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED

Top guest favourite
Guest house in Centerville
5 out of 5 average rating, 287 reviews

The Carriage House in the Heart of Uptown

The Carriage House in the Heart of Uptown has historic charm with modern comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Top guest favourite
A bright living room features a comfortable gray sofa and an accent chair beside a wooden coffee table. Natural light fills the space through multiple windows, highlighting the modern decor and a flat-screen TV mounted on the wall. A stylish ceiling fan adds to the ambiance.
Townhouse in Dayton
4.96 out of 5 average rating, 773 reviews

The Riverview Townhome, Downtown Skyline View

Exciting, fun, and cozy townhome built in 1883 with tranquil views of the downtown skyline and the Great Miami River in a charming, historic district near downtown. The RiverScape Metropark, The Levitt Pavilion, and multiple bars/restaurants are within walking distance. The excitement of the vibrant Oregon District is also within minutes, whether walking or driving. Both WPAFB and Wright State University are an easy 10-15 minute drive!

Top guest favourite
A charming front porch is adorned with comfortable seating, providing a welcoming spot to relax. Lush flower beds rich with vibrant blooms surround the entrance, complementing the classic white facade of the home. A gentle path leads to the entry, framed by manicured gardens.
Home in Dayton
4.93 out of 5 average rating, 175 reviews

The Casita | Family-Owned Guest House in Dayton

THE Casita, a family-owned and operated guest house beside our home, is the perfect base for exploring the Miami Valley. Wright-Patterson AFB, the Nutter Center, downtown Dayton, the University of Dayton, Riverscape, and Levitt Pavilion are all nearby. Kings Island and Cincinnati are both less than an hour away. Conveniently located near I-70, I-675, and I-75, we also offer EV charging with access to a 220V plug.

Popular amenities for Montgomery County holiday rentals